Diastereofacial selectivity in Diels-Alder cycloadditions involving vinyl sulfoxides |
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| Affiliation: | 1. School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu 273165, China;2. Qinghai Provincial Key Laboratory of Tibetan Medicine Research and CAS Key Laboratory of Tibetan Medicine Research, Northwest Institute of Plateau Biology, Xining 810008, China |
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| Abstract: | 
Diastereofacial selectivities observed for Diels-Alder cycloadditions of achiral dienes with chiral vinyl sulfoxides are rationalized in terms of electrostatics. The “nucleophilic” diene adds to the electron-poor face of the “electrophilic” dienophile. |
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